Search Guest Houses in The Berkshires

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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Browse Select The Berkshires Guest Houses

Renovated Private Guest House by Evergreen Home
Property grounds
Renovated Private Guest House by Evergreen Home
10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Sweet Dreams Retreat
Property grounds
Sweet Dreams Retreat
9.8 out of 10, Exceptional, (49)
"The Sweet Dreams Retreat is a great place! The space was warm and inviting, the hosts were kind and attentive to our requests. Communication with them was very easy. The location was easy to find and check-in was a breeze. There's a patio with a gas fireplace right outside the door to the private entrance. There's a large hot tub on-site and it was nice to take a soak at the end of the day. The walk-in shower is great for a nice relaxing shower as well. It gets nice and hot. & it stays that way...
Sweet Dreams Retreat
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (228)
"Everything was Great"
The Central Downtown Inn & Suites
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Chestnut Lodge
Exterior
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Guest House Sanctuary by Evergreen Home
2 bedrooms, iron/ironing board, travel cot, free WiFi
Guest House Sanctuary by Evergreen Home
Guest House Sanctuary by Evergreen Home
Jacob's Tanglewood Ranch
Dishwasher
Jacob's Tanglewood Ranch
3.0 star property
Jacob's Tanglewood Ranch
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in The Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (28)
"We've stayed in a lot of home rentals - and across the board - this was the best place ever. The home was clean, nicely decorated and super comfortable. The hosts were easy to get a hold of and incredibly welcoming, leaving us with a generous basket of local treats. We loved the peaceful outdoor space and roamed all 40 acres. The pond was beautiful and if it had only been warmer we'd have jumped in the rowboat. We will be back for sure. A++ Thank you, Anna!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Peace and quiet on the lake
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (182)
"Thank you, Justin, for sharing your beautiful home with my family. We had a very nice time and relaxed in the beautiful quiet surroundings. I was so excited when I saw some Norwex items as I am a consultant and also use Norwex in my home. We hope to visit again in the warmer months as it was a perfect memory for our family. Thanks again, The Short family"
Peace and quiet on the lake
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is £156
per night
4 May - 5 May
Vacation Village in the Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Berkshires Guest Houses information

Number of reviews
288
Accommodation
6 Guest Houses
Lowest Price
Highest Price

The Berkshires Hotel Reviews
Expedia verified reviews

The Williams Inn

The Williams Inn

5/5 Excellent
"Love the Williams Inn"
A verified traveller stayed at The Williams Inn
Posted 15 hours ago
The Williams Inn